ATP 500 · 1996-08-12 · draw of 56
New Haven 1996
HardFinal
| 🇺🇸 Alex O'Brien | d. | 🇳🇱 Jan Siemerink | 7-6(6) 6-4 | H2H |
Semifinals
| 🇳🇱 Jan Siemerink | d. | 🇿🇦 Wayne Ferreira | 6-3 3-6 6-3 | H2H |
| 🇺🇸 Alex O'Brien | d. | 🇦🇺 Mark Philippoussis | 7-6(4) 6-7(4) 6-4 | H2H |
Quarterfinals
| 🇳🇱 Jan Siemerink | d. | 🇳🇱 Richard Krajicek | 6-4(3) 6-4 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇨🇿 Daniel Vacek | 6-2 6-7(6) 6-3 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇨🇭 Marc Rosset | 6-2 6-3 | H2H |
| 🇺🇸 Alex O'Brien | d. | 🇷🇺 Yevgeny Kafelnikov | 6-4 6-4 | H2H |
Round of 16
| 🇳🇱 Richard Krajicek | d. | 🇦🇺 Patrick Rafter | 6-4 5-7 7-5 | H2H |
| 🇳🇱 Jan Siemerink | d. | 🇪🇸 Sergi Bruguera | 6-4 6-3 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇷🇺 Andrei Chesnokov | 6-2 6-0 | H2H |
| 🇨🇿 Daniel Vacek | d. | 🇨🇱 Marcelo Rios | 6-1 6-1 | H2H |
| 🇨🇭 Marc Rosset | d. | 🇩🇪 Lars Burgsmuller | 7-5 7-6(3) | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇺🇸 Jim Courier | 7-6(5) 7-6(3) | H2H |
| 🇺🇸 Alex O'Brien | d. | 🇺🇸 Chuck Adams | 6-3 2-6 6-2 | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇮🇹 Andrea Gaudenzi | 6-1 6-4 | H2H |
Round of 32
| 🇳🇱 Richard Krajicek | d. | 🇺🇸 Luke Jensen | 6-3 6-7(5) 7-6(2) | H2H |
| 🇦🇺 Patrick Rafter | d. | 🇩🇪 Marc-Kevin Goellner | 6-3 6-2 | H2H |
| 🇳🇱 Jan Siemerink | d. | 🇦🇺 Sandon Stolle | 7-5 6-2 | H2H |
| 🇪🇸 Sergi Bruguera | d. | 🇫🇷 Cedric Pioline | 2-6 6-3 6-4 | H2H |
| 🇿🇦 Wayne Ferreira | d. | 🇺🇸 Michael Joyce | 6-2 3-6 6-4 | H2H |
| 🇷🇺 Andrei Chesnokov | d. | 🇺🇦 Andrei Medvedev | 3-6 7-6(5) 6-4 | H2H |
| 🇨🇿 Daniel Vacek | d. | 🇷🇺 Andrei Cherkasov | 6-4 6-4 | H2H |
| 🇨🇱 Marcelo Rios | d. | 🇮🇳 Leander Paes | 6-0 6-2 | H2H |
| 🇨🇭 Marc Rosset | d. | 🇬🇧 Greg Rusedski | 6-7(2) 7-6(4) 7-5 | H2H |
| 🇩🇪 Lars Burgsmuller | d. | 🇿🇼 Byron Black | 6-4 7-5 | H2H |
| 🇦🇺 Mark Philippoussis | d. | 🇸🇪 Jonas Bjorkman | 6-4 6-3 | H2H |
| 🇺🇸 Jim Courier | d. | 🇸🇪 Mikael Tillstrom | 7-6(5) 6-3 | H2H |
| 🇺🇸 Alex O'Brien | d. | 🇫🇷 Arnaud Boetsch | 6-2 6-1 | H2H |
| 🇺🇸 Chuck Adams | d. | 🇯🇵 Shuzo Matsuoka | 6-3 6-4 | H2H |
| 🇮🇹 Andrea Gaudenzi | d. | 🇸🇰 Jan Kroslak | 6-3 7-6(5) | H2H |
| 🇷🇺 Yevgeny Kafelnikov | d. | 🇷🇺 Andrei Olhovskiy | 6-7(0) 6-3 6-3 | H2H |